Enzymatic resolution of (RS)-2-arylpropionic acid thioesters by Candida rugosa lipase-catalyzed thiotransesterification or hydrolysis in organic solvents

被引：30

作者：

Chang, CS ^{[1
]}

Tsai, SW ^{[1
]}

Lin, CN ^{[1
]}

机构：

[1] Natl Cheng Kung Univ, Dept Chem Engn, Tainan 70101, Taiwan

来源：

TETRAHEDRON-ASYMMETRY | 1998年 / 9卷 / 16期

关键词：

D O I：

10.1016/S0957-4166(98)00296-1

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

An enzymatic resolution process was developed to produce (S)-naproxen ester, (S)-naproxen or (S)-ibuprofen from the corresponding racemic thioesters by using lipase-catalyzed thiotransesterification or hydrolysis in organic solvents. Enzyme activity is greatly enhanced when activated naproxen thioesters containing an electron-withdrawing group are the substrates. Unlike other lipases, Candida rugosa lipase may discern the sulfur moiety of the thioesters, and yields lower enzyme activity when compared to the corresponding oxygen-containing analogues. Enzyme performances were further compared under various conditions, i.e. different combinations of reaction type (thiotransesterification or hydrolysis), solvent (isooctane or cyclohexane), substrate (naproxen or ibuprofen thioesters) and lipase sources. (C) 1998 Elsevier Science Ltd. All rights reserved.

引用

页码：2799 / 2807

页数：9

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